A popular spot atop the Chicago Athletic Association Hotel, Cindy’s offers great cocktails, seasonal bites, and stunning views of Millennium Park and the lake.

A modern Italian steakhouse with riverfront views, Gibsons Italia features prime steaks, house-made pasta, and a sleek rooftop setting

This no frills, true classic Italian restaurant is a must! the Pasta Mandera and Salmon Mondelli are Brooke & Michael's favorite!

A Chicago classic, Lou Malnati’s is the go-to spot for deep dish pizza and perfect for a true taste of the city.

A must-visit for Chicago eats, Portillo’s serves up favorites like Italian beef sandwiches, Chicago-style hot dogs, and their famous chocolate cake.

Featured on the show, The Bear, famous for its Italian beef sandwiches and classic Chicago-style eats

Home to iconic retail stores, restaurants, and landmarks—all just a scenic stroll from the lakefront.

An iconic Chicago tourist attraction along the lakefront.